#------------------------------------------------------------------------------
#$Date: 2024-04-05 02:38:28 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290984 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/53/7715306.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7715306
loop_
_publ_author_name
'Posada Urrutia, Mauricio'
'Kaul, Nidhi'
'Kaper, Tobias'
'Hurrell, Dustin'
'Chiang, Linus'
'Wells, Jordann A. L.'
'Orthaber, Andreas'
'Hammarström, Leif'
'Pilarski, Lukasz T.'
'Dyrager, Christine'
_publ_section_title
;
 Access to long-lived room temperature phosphorescence through auration of
 2,1,3-benzothiadiazole.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5658
_journal_page_last               5664
_journal_paper_doi               10.1039/d4dt00238e
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C24 H18 Au N2 P S'
_chemical_formula_sum            'C24 H18 Au N2 P S'
_chemical_formula_weight         594.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-09-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-11-30 deposited with the CCDC.	2024-02-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.8200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4960(4)
_cell_length_b                   11.3452(6)
_cell_length_c                   21.6600(11)
_cell_measurement_reflns_used    9519
_cell_measurement_temperature    170
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.61
_cell_volume                     2068.37(18)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      170
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            59053
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.230
_diffrn_reflns_theta_min         2.030
_exptl_absorpt_coefficient_mu    7.304
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.4710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1364 before and 0.0364 after correction. The Ratio of minimum to maximum transmission is 0.6315. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.767
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0137
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0152P)²+1.0889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0317
_refine_ls_wR_factor_ref         0.0323
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5203
_reflns_number_total             5612
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt00238e2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7715304--7715308.cif.'
_cod_database_code               7715306
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.529
_shelx_estimated_absorpt_t_min   0.262
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C14(H14), C5(H5), C24(H24), C18(H18), C20(H20), C4(H4),
 C22(H22), C10(H10), C12(H12), C15(H15), C21(H21), C16(H16), C17(H17), C23(H23),
  C9(H9), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au01 Au 0.59385(2) 0.26943(2) 0.53282(2) 0.02065(2) Uani 1 1 d . . . . .
P002 P 0.68816(5) 0.40867(4) 0.60465(2) 0.01849(8) Uani 1 1 d . . . . .
S003 S 0.86174(6) -0.03971(5) 0.42671(3) 0.03584(11) Uani 1 1 d . . . . .
C1 C 0.5191(2) 0.14754(15) 0.46560(8) 0.0207(3) Uani 1 1 d . . . . .
N2 N 0.78849(18) 0.06597(14) 0.46401(7) 0.0266(3) Uani 1 1 d . . . . .
C7 C 0.82255(19) 0.35290(15) 0.67126(8) 0.0201(3) Uani 1 1 d . . . . .
C6 C 0.3646(2) 0.13179(16) 0.43850(8) 0.0251(4) Uani 1 1 d . . . . .
H6 H 0.285219 0.181722 0.451248 0.030 Uiso 1 1 calc R U . . .
C19 C 0.54077(18) 0.48980(15) 0.64139(7) 0.0196(3) Uani 1 1 d . . . . .
C8 C 0.9282(2) 0.26308(16) 0.66113(9) 0.0274(4) Uani 1 1 d . . . . .
H8 H 0.923157 0.228328 0.621005 0.033 Uiso 1 1 calc R U . . .
N1 N 0.7047(2) -0.08651(15) 0.38244(8) 0.0354(4) Uani 1 1 d . . . . .
C2 C 0.6309(2) 0.06882(15) 0.44355(8) 0.0205(3) Uani 1 1 d . . . . .
C14 C 0.7608(2) 0.54865(15) 0.50787(8) 0.0223(3) Uani 1 1 d . . . . .
H14 H 0.672001 0.511069 0.484546 0.027 Uiso 1 1 calc R U . . .
C13 C 0.80466(19) 0.51974(14) 0.57044(7) 0.0186(3) Uani 1 1 d . . . . .
C3 C 0.5836(2) -0.01901(16) 0.39648(8) 0.0251(4) Uani 1 1 d . . . . .
C5 C 0.3169(2) 0.04452(17) 0.39225(9) 0.0308(4) Uani 1 1 d . . . . .
H5 H 0.207624 0.038614 0.375847 0.037 Uiso 1 1 calc R U . . .
C24 C 0.4267(2) 0.42559(17) 0.66794(9) 0.0273(4) Uani 1 1 d . . . . .
H24 H 0.421842 0.342265 0.663779 0.033 Uiso 1 1 calc R U . . .
C18 C 0.93611(19) 0.57466(16) 0.60406(8) 0.0223(3) Uani 1 1 d . . . . .
H18 H 0.967152 0.555093 0.646623 0.027 Uiso 1 1 calc R U . . .
C20 C 0.5439(2) 0.61174(16) 0.64619(8) 0.0244(3) Uani 1 1 d . . . . .
H20 H 0.619681 0.655775 0.627332 0.029 Uiso 1 1 calc R U . . .
C4 C 0.4220(3) -0.03055(18) 0.37076(9) 0.0327(4) Uani 1 1 d . . . . .
H4 H 0.388438 -0.088090 0.339894 0.039 Uiso 1 1 calc R U . . .
C22 C 0.3256(2) 0.60564(19) 0.70606(9) 0.0321(4) Uani 1 1 d . . . . .
H22 H 0.253233 0.645042 0.728798 0.038 Uiso 1 1 calc R U . . .
C10 C 1.0469(2) 0.27355(17) 0.76815(9) 0.0285(4) Uani 1 1 d . . . . .
H10 H 1.124573 0.247511 0.801039 0.034 Uiso 1 1 calc R U . . .
C12 C 0.8287(2) 0.40051(16) 0.73082(8) 0.0241(3) Uani 1 1 d . . . . .
H12 H 0.756034 0.460666 0.738501 0.029 Uiso 1 1 calc R U . . .
C15 C 0.8468(2) 0.63240(16) 0.47955(8) 0.0254(4) Uani 1 1 d . . . . .
H15 H 0.816217 0.652532 0.437041 0.030 Uiso 1 1 calc R U . . .
C21 C 0.4359(2) 0.66978(18) 0.67866(9) 0.0306(4) Uani 1 1 d . . . . .
H21 H 0.438118 0.753277 0.681934 0.037 Uiso 1 1 calc R U . . .
C16 C 0.9773(2) 0.68644(16) 0.51341(8) 0.0238(3) Uani 1 1 d . . . . .
H16 H 1.036303 0.743264 0.493946 0.029 Uiso 1 1 calc R U . . .
C17 C 1.0218(2) 0.65800(16) 0.57539(8) 0.0250(4) Uani 1 1 d . . . . .
H17 H 1.111110 0.695473 0.598426 0.030 Uiso 1 1 calc R U . . .
C23 C 0.3204(2) 0.4844(2) 0.70044(9) 0.0333(4) Uani 1 1 d . . . . .
H23 H 0.243497 0.440872 0.718949 0.040 Uiso 1 1 calc R U . . .
C9 C 1.0408(2) 0.22414(17) 0.70941(10) 0.0319(4) Uani 1 1 d . . . . .
H9 H 1.113416 0.163711 0.702123 0.038 Uiso 1 1 calc R U . . .
C11 C 0.9405(2) 0.36047(17) 0.77903(8) 0.0277(4) Uani 1 1 d . . . . .
H11 H 0.943762 0.393023 0.819587 0.033 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au01 P002 176.79(5) . . ?
C7 P002 Au01 114.96(6) . . ?
C19 P002 Au01 116.65(5) . . ?
C19 P002 C7 102.88(7) . . ?
C13 P002 Au01 111.16(5) . . ?
C13 P002 C7 104.19(8) . . ?
C13 P002 C19 105.79(8) . . ?
N2 S003 N1 101.33(8) . . ?
C6 C1 Au01 125.30(13) . . ?
C6 C1 C2 114.50(15) . . ?
C2 C1 Au01 120.20(12) . . ?
C2 N2 S003 106.57(12) . . ?
C8 C7 P002 118.38(13) . . ?
C12 C7 P002 122.53(13) . . ?
C12 C7 C8 119.02(16) . . ?
C1 C6 H6 118.2 . . ?
C1 C6 C5 123.59(17) . . ?
C5 C6 H6 118.2 . . ?
C24 C19 P002 118.22(13) . . ?
C20 C19 P002 121.95(13) . . ?
C20 C19 C24 119.76(16) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.37(18) . . ?
C9 C8 H8 119.8 . . ?
C3 N1 S003 105.77(13) . . ?
C1 C2 C3 122.16(15) . . ?
N2 C2 C1 125.29(16) . . ?
N2 C2 C3 112.55(15) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.13(16) . . ?
C14 C13 P002 118.03(12) . . ?
C18 C13 P002 122.53(13) . . ?
C18 C13 C14 119.44(15) . . ?
N1 C3 C2 113.77(17) . . ?
N1 C3 C4 125.93(17) . . ?
C4 C3 C2 120.27(16) . . ?
C6 C5 H5 118.8 . . ?
C4 C5 C6 122.49(17) . . ?
C4 C5 H5 118.8 . . ?
C19 C24 H24 120.2 . . ?
C23 C24 C19 119.57(18) . . ?
C23 C24 H24 120.2 . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.10(16) . . ?
C17 C18 H18 120.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.08(17) . . ?
C21 C20 H20 120.0 . . ?
C3 C4 H4 121.5 . . ?
C5 C4 C3 116.99(17) . . ?
C5 C4 H4 121.5 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C23 C22 C21 120.11(17) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C9 120.18(18) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.33(16) . . ?
C11 C12 H12 119.8 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.94(16) . . ?
C16 C15 H15 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.93(18) . . ?
C22 C21 H21 120.0 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.27(16) . . ?
C17 C16 H16 119.9 . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.12(16) . . ?
C16 C17 H17 119.9 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.52(18) . . ?
C22 C23 H23 119.7 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 119.91(18) . . ?
C10 C9 H9 120.0 . . ?
C10 C11 C12 120.16(17) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 P002 2.2846(4) . ?
Au01 C1 2.0454(17) . ?
P002 C7 1.8268(17) . ?
P002 C19 1.8220(17) . ?
P002 C13 1.8211(17) . ?
S003 N2 1.6169(16) . ?
S003 N1 1.6229(19) . ?
C1 C6 1.375(2) . ?
C1 C2 1.433(2) . ?
N2 C2 1.352(2) . ?
C7 C8 1.395(2) . ?
C7 C12 1.393(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.427(3) . ?
C19 C24 1.397(2) . ?
C19 C20 1.387(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(3) . ?
N1 C3 1.350(2) . ?
C2 C3 1.443(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.395(2) . ?
C14 C15 1.391(2) . ?
C13 C18 1.394(2) . ?
C3 C4 1.416(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.361(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.389(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.390(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(2) . ?
C4 H4 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.383(3) . ?
C22 C23 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.385(3) . ?
C10 C11 1.379(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.389(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C21 H21 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.383(2) . ?
C17 H17 0.9500 . ?
C23 H23 0.9500 . ?
C9 H9 0.9500 . ?
C11 H11 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Au01 P002 C7 C8 36.74(16) . . . . ?
Au01 P002 C7 C12 -146.51(13) . . . . ?
Au01 P002 C19 C24 51.43(15) . . . . ?
Au01 P002 C19 C20 -131.70(13) . . . . ?
Au01 P002 C13 C14 32.88(14) . . . . ?
Au01 P002 C13 C18 -146.06(12) . . . . ?
Au01 C1 C6 C5 -179.13(14) . . . . ?
Au01 C1 C2 N2 0.6(2) . . . . ?
Au01 C1 C2 C3 179.63(12) . . . . ?
P002 C7 C8 C9 175.06(15) . . . . ?
P002 C7 C12 C11 -175.52(14) . . . . ?
P002 C19 C24 C23 175.08(14) . . . . ?
P002 C19 C20 C21 -175.31(14) . . . . ?
P002 C13 C18 C17 179.31(13) . . . . ?
S003 N2 C2 C1 178.28(14) . . . . ?
S003 N2 C2 C3 -0.80(17) . . . . ?
S003 N1 C3 C2 0.39(19) . . . . ?
S003 N1 C3 C4 -177.77(16) . . . . ?
C1 C6 C5 C4 -0.4(3) . . . . ?
C1 C2 C3 N1 -178.83(16) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
N2 S003 N1 C3 -0.78(15) . . . . ?
N2 C2 C3 N1 0.3(2) . . . . ?
N2 C2 C3 C4 178.55(16) . . . . ?
C7 P002 C19 C24 -75.37(15) . . . . ?
C7 P002 C19 C20 101.49(15) . . . . ?
C7 P002 C13 C14 157.25(13) . . . . ?
C7 P002 C13 C18 -21.68(15) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C7 C12 C11 C10 0.3(3) . . . . ?
C6 C1 C2 N2 -178.70(16) . . . . ?
C6 C1 C2 C3 0.3(2) . . . . ?
C6 C5 C4 C3 0.1(3) . . . . ?
C19 P002 C7 C8 164.62(14) . . . . ?
C19 P002 C7 C12 -18.63(16) . . . . ?
C19 P002 C13 C14 -94.67(14) . . . . ?
C19 P002 C13 C18 86.40(15) . . . . ?
C19 C24 C23 C22 0.7(3) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
C8 C7 C12 C11 1.2(3) . . . . ?
N1 S003 N2 C2 0.94(14) . . . . ?
N1 C3 C4 C5 178.37(18) . . . . ?
C2 C1 C6 C5 0.2(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C14 C13 C18 C17 0.4(2) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C13 P002 C7 C8 -85.16(15) . . . . ?
C13 P002 C7 C12 91.60(15) . . . . ?
C13 P002 C19 C24 175.60(13) . . . . ?
C13 P002 C19 C20 -7.53(16) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C13 C18 C17 C16 -0.2(3) . . . . ?
C24 C19 C20 C21 1.5(3) . . . . ?
C20 C19 C24 C23 -1.9(3) . . . . ?
C12 C7 C8 C9 -1.8(3) . . . . ?
C15 C14 C13 P002 -179.56(13) . . . . ?
C15 C14 C13 C18 -0.6(2) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C21 C22 C23 C24 0.7(3) . . . . ?
C23 C22 C21 C20 -1.1(3) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C11 C10 C9 C8 0.7(3) . . . . ?
